5459-93-8

Basic information

• Product Name: N-Ethylcyclohexylamine
• Synonyms: (ethylamino)-cyclohexan;(ethylamino)cyclohexane;Accelerator HX;acceleratorhx;Cyclohexylamine, N-ethyl-;Ethylcyclohexylamine;ethyl-n-cyclohexylamine;N-Cyclohexyl-N-ethylamine
• CAS NO: 5459-93-8
• Molecular Formula: C₈H₁₇N
• Molecular Weight: 127.23
• EINECS: 226-733-8
• Mol File: 5459-93-8.mol
• Article Data: 33

Chemical Properties

• Melting Point: -15°C (estimate)
• Boiling Point: 165 °C(lit.)
• Flash Point: 111 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.844 g/mL at 25 °C(lit.)
• Vapor Density: 4.4 (vs air)
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.452(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 11.16±0.20(Predicted)
• Explosive Limit: 7.6%
• BRN: 2070280
• CAS DataBase Reference: N-Ethylcyclohexylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethylcyclohexylamine(5459-93-8)
• EPA Substance Registry System: N-Ethylcyclohexylamine(5459-93-8)

Safety Data

• Hazard Codes: C
• Statements: 10-20/21/22-35
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2734 8/PG 2
• WGK Germany: 3
• RTECS: GX1225000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 5459-93-8(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Different sources of media describe the Uses of 5459-93-8 differently. You can refer to the following data:
1. Intermediate in production of herbicides and pharmaceuticals.
2. N-Ethylcyclohexylamine can be used in the synthesis of a series of isatin-N-Mannich bases.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 6749, 1996 DOI: 10.1016/S0040-4039(96)01458-X

General Description

A clear colorless liquid with an ammonia-like odor. Floats on water and slightly soluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion.

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

N-Ethylcyclohexylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Hazard

Corrosive and toxic.

Health Hazard

Inhalation of high concentration of vapor will produce irritation of the respiratory tract and lungs. Inhalation of large quantities of vapor may be fatal.

Fire Hazard

Behavior in Fire: Dangerous when exposed to heat or flame. Can react vigorously with oxidizing materials.

Safety Profile

Moderately toxic by ingestion, inhalation, and skin contact. A severe skin and eye irritant. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fKe, use alcohol foam, mist, spray, dry chemical. See also AMINES

InChI:InChI=1/C22H27FN2/c23-20-8-12-22(13-9-20)25-16-14-24(15-17-25)21-10-6-19(7-11-21)18-4-2-1-3-5-18/h1-5,8-9,12-13,19,21H,6-7,10-11,14-17H2

Upstream product

• 64-17-5 ethanol 
• 108-91-8 cyclohexylamine 
• 103-69-5 N-ethyl-N-phenylamine 
• 62-53-3 aniline 
• 13167-44-7 ethylcyclohexylammonium ethylcyclohexyldithiocarbamate 
• 108-94-1 cyclohexanone 
• 75-05-8 acetonitrile 
• 64-19-7 acetic acid 
• 128641-96-3 C₉H₁₆NOS^(1-)*Na⁽¹⁺⁾ 
• 538-75-0 dicyclohexyl-carbodiimide 
• 98-95-3 nitrobenzene 
• 75-04-7 ethylamine 
• 627-45-2 N-formylethylamine 
• 110-83-8 cyclohexene 

Downstream Products

• 21461-57-4 2-(ethyl-cyclohexyl-amino)-ethanol 
• 57880-93-0 N-methyl-N-ethyl-cyclohexylamine 
• 38644-68-7 Cyclohexyl-ethyl-(3-methyl-2-methylene-but-3-enyl)-amine 
• 13532-81-5 glyoxime-N_.N'-diphenyl ether 
• 3673-06-1 N,N'-dicyclohexylethylenediimine 
• 495-48-7 azoxybenzene 
• 3376-30-5 N-Ethylidencyclohexylamin-oxid 
• 277751-36-7 (1R)-2-cyclohexyl(ethyl)aminocarbonyl-2-cyclopentene-1-carboxylic acid methyl ester 
• 68172-49-6 N-Cyclohexyl-N-ethylformamide 

Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Cobalt-Nanoparticles Catalyzed Efficient and Selective Hydrogenation of Aromatic Hydrocarbons

The development of inexpensive and practical catalysts for arene hydrogenations is key for future valorizations of this general feedstock. Here, we report the development of cobalt nanoparticles supported on silica as selective and general catalysts for such reactions. The specific nanoparticles were prepared by assembling cobalt-pyromellitic acid-piperazine coordination polymer on commercial silica and subsequent pyrolysis. Applying the optimal nanocatalyst, industrial bulk, substituted, and functionalized arenes as well as polycyclic aromatic hydrocarbons are selectively hydrogenated to obtain cyclohexane-based compounds under industrially viable and scalable conditions. The applicability of this hydrogenation methodology is presented for the storage of H2 in liquid organic hydrogen carriers.

Hexakis [60]Fullerene Adduct-Mediated Covalent Assembly of Ruthenium Nanoparticles and Their Catalytic Properties

The C66(COOH)12 hexa-adduct has been successfully used as a building block to construct carboxylate bridged 3D networks with very homogeneous sub-1.8 nm ruthenium nanoparticles. The obtained nanostructures are active in nitrobenzene selective hydrogenation.